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Nickel‐Catalyzed Chemo‐ and Enantioselective Coupling between Cyclobutanones and Allenes: Rapid Synthesis of [3.2.2] Bicycles
Authors:Dr. Xuan Zhou  Prof. Dr. Guangbin Dong
Affiliation:1. Department of Chemistry, University of Texas at Austin, Austin, TX, USA;2. Department of Chemistry, University of Chicago, Chicago, IL, USA
Abstract:Herein an intramolecular nickel‐catalyzed (4+2) coupling between cyclobutanones and allenes, by C?C cleavage, is reported. The reaction provides a distinct approach for accessing [3.2.2] bicyclic scaffolds which are challenging to prepare through conventional approaches. The reaction is efficient, chemoselective, and pH/redox neutral. Room temperature conditions and low catalyst loadings can be adopted. Excellent enantioselectivity is also achieved.
Keywords:allenes  C−  C activation  cycloaddition  nickel  small ring systems
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